α-(phenylamino)-4-(trifluoromethyl)benzeneacetic acid | 906077-49-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: α-(phenylamino)-4-(trifluoromethyl)benzeneacetic acid
• 英文别名: 2-Anilino-2-[4-(trifluoromethyl)phenyl]acetic acid
• CAS: 906077-49-4
• 化学式: C₁₅H₁₂F₃NO₂
• 分子量: 295.261
• InChiKey: YHZGLWQXLVEKTC-UHFFFAOYSA-N

物化性质

• 沸点：
  418.8±45.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-苯基吡咯烷 、 α-(phenylamino)-4-(trifluoromethyl)benzeneacetic acid 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 2-Anilino-1-(2-phenylpyrrolidin-1-yl)-2-[4-(trifluoromethyl)phenyl]ethanone
  参考文献：
  名称：

  Arylglycine derivatives as potent transient receptor potential melastatin 8 (TRPM8) antagonists

  摘要：

  A series of arylglycine-based analogs was synthesized and tested for TRPM8 antagonism in a cell-based functional assay. Following structure-activity relationship studies in vitro, a number of compounds were identified as potent TRPM8 antagonists and were subsequently evaluated in an in vivo pharmacodynamic assay of icilin-induced 'wet-dog' shaking in which compound 12 was fully effective. TRPM8 antagonists of the type described here may be useful in treating pain conditions wherein cold hypersensitivity is a dominant feature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.062
• 作为产物：
  描述：

  methyl 2-(4-(trifluoromethyl)phenyl)acetate 在 N-溴代丁二酰亚胺(NBS) 、 水 、 氢溴酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 乙腈 为溶剂， 反应 21.0h， 生成 α-(phenylamino)-4-(trifluoromethyl)benzeneacetic acid
  参考文献：
  名称：

  Arylglycine derivatives as potent transient receptor potential melastatin 8 (TRPM8) antagonists

  摘要：

  A series of arylglycine-based analogs was synthesized and tested for TRPM8 antagonism in a cell-based functional assay. Following structure-activity relationship studies in vitro, a number of compounds were identified as potent TRPM8 antagonists and were subsequently evaluated in an in vivo pharmacodynamic assay of icilin-induced 'wet-dog' shaking in which compound 12 was fully effective. TRPM8 antagonists of the type described here may be useful in treating pain conditions wherein cold hypersensitivity is a dominant feature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.062

文献信息

• [EN] ALKALOID AMINOESTER DERIVATIVES AND MEDICINAL COMPOSITION THEREOF<br/>[FR] DÉRIVÉS AMINOESTÉRIFIÉS D'ALCALOÏDES ET COMPOSITION MÉDICINALE LES INCLUANT
  申请人：CHIESI FARMA SPA

  公开号：WO2010072338A1

  公开（公告）日：2010-07-01

  The present invention relates to alkaloid aminoester derivatives acting as muscarinic receptor antagonists, to methods of preparing such derivatives, to compositions comprising them and therapeutic use thereof.

  本发明涉及作为毒蕈碱受体拮抗剂的生物碱氨基酸酯衍生物，制备此类衍生物的方法，包含它们的组合物以及它们的治疗用途。
• Cold Menthol Receptor Antagonists
  申请人：Colburn Raymond W.

  公开号：US20100048589A1

  公开（公告）日：2010-02-25

  Disclosed are compounds, compositions and methods for treating various diseases, syndromes, conditions and disorders, including pain. Such compounds are represented by Formula I as follows: wherein A, B, L, Q, R 1 , R 2 , and R 3 are defined herein.

  揭示了用于治疗各种疾病、综合症、症状和障碍的化合物、组合物和方法，包括疼痛。这些化合物由以下的化学式 I 表示：其中 A、B、L、Q、R1、R2 和 R3 在此处定义。
• Integrated Flow Synthesis of α-Amino Acids by <i>In Situ</i> Generation of Aldimines and Subsequent Electrochemical Carboxylation
  作者：Yuki Naito、Yuto Nakamura、Naoki Shida、Hisanori Senboku、Kenta Tanaka、Mahito Atobe

  DOI：10.1021/acs.joc.1c00821

  日期：2021.11.19

  The synthesis of α-amino acids was carried out in a continuous flow system. In this system, aldimines were efficiently generated in situ via the dehydration–condensation of aldehydes with anilines in a desiccant bed column filled with 4 Å molecular sieves desiccant, followed by reaction with CO2 in an electrochemical flow microreactor to afford the α-amino acids in high to moderate yields. The present

  α-氨基酸的合成在连续流动系统中进行。在该系统中，醛亚胺通过醛与苯胺在充满 4 Å 分子筛干燥剂的干燥床柱中脱水缩合而原位高效生成，然后在电化学流动微反应器中与 CO 2反应得到 α-氨基酸在高到中等的产量。本系统可以在不使用化学计量量的金属试剂或剧毒氰化物试剂的情况下提供α-氨基酸。
• ALKALOID AMINOESTER DERIVATIVES AND MEDICINAL COMPOSITION THEREOF
  申请人：Caligiuri Antonio

  公开号：US20100173880A1

  公开（公告）日：2010-07-08

  Alkaloid aminoester compounds which act as muscarinic receptor antagonists are useful for the prevention and/or treatment of a broncho-obstructive or inflammatory diseases.

  具有肌碱受体拮抗作用的生物碱氨酯化合物对于预防和/或治疗支气管阻塞性或炎症性疾病是有用的。
• Bayesian optimization with constraint on passed charge for multiparameter screening of electrochemical reductive carboxylation in a flow microreactor
  作者：Yuki Naito、Masaru Kondo、Yuto Nakamura、Naoki Shida、Kazunori Ishikawa、Takashi Washio、Shinobu Takizawa、Mahito Atobe

  DOI：10.1039/d2cc00124a

  日期：——

  Multiparameter screening for a reductive carboxylation reaction in an electrochemical flow microreactor is performed with a Bayesian optimization (BO) strategy.

  采用贝叶斯优化（BO）策略对电化学流动微反应器中的还原羧化反应进行了多参数筛选。